Dog Boarding in Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windham dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bob took such wonderful care of our pup over our wedding weekend! Our dog had such a good time and Bob even gave us updates (per our request ☺️). Thank you so much, Bob!!”
“Deanne is an excellent communicator, sending many updates and photos of our Odin. He was well looked after and happy as ever! We would definitely come back again! Thank you!!!”
About: I grew up with all different types of animals my whole life. I have been a dog mom for 13 years. I am great at walking dogs who have aggression towards other dogs, I know how to find a calm route to take and distract them before conflict arises! I recently lost my 90 lb alapaha blue blood bulldog mix to a terminal illness and am looking forward to spending time with other people's dogs. I am a self employed artist, volunteer, and executive director of a free store that I physically staff on Saturdays, so I have a very flexible schedule. I will care for pets in your home with so much attentiveness and love! Just give me a set of instructions and I am happy to hang out :)
“Candice was kind, caring and responsive. She took the bestest care of my dog, Bruce, and was so patient with me and my husband even though we booked her totally last minute. I cannot wait to book her again!”
“My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.”
“Simon watched our little pup while we went away for the weekend. The two of them became fast buddies and we were grateful to know our little guy was with someone he was so comfortable with.”
“Jane is an amazing pet sitter. I highly recommend her. She took care of Metuka like she was her own , even letting Metuka sleep on her like she does on me. She is warm, friendly and an amazing kindhearted person, open, friendly to all. I highly recommend her!”
“Nicole was absolutely wonderful. Maya was nervous and Nicole took such good care to make her feel comfortable. Her setup is so dog friendly with plenty of space for the dogs to run and play. Nicole provided updates and sent lots of photos. I would definitely book with Nicole again in the future.”
“Thank you very much to Stephanie and her family for taking good care of Ozzy and for keeping us updated with photos during his stay. He has come back to us happy and healthy!”
“George loved his time at Sarah & Aaron’s! They are the sweetest family! George was so happy to stay with them, and would 100% love to go visit again! He was extremely well taken care of! We got pictures and updates the entire time. Would recommend to everyone!!!!! They’re the best! ❤️”
“Kayte was amazing!!! My dog has anxiety, but he felt right at home with Kayte. They even went on a 5-mile walk that I’ll now have to live up to haha. She sent pics daily and Onyx always looked so happy and safe. I’ll definitely be using Kayte again!!!”
“Jen is an amazing sitter. She was super easy to communicate with. Her dogs are adorable and friendly. She gave me the exact right amount of updates during Stokli’s stay and was flexible with drop-off and pick-up. I will book her again if I get the chance!”
“First of all you have to be a dog person to be a great dog sitter. Kristen and Mark are just remarkable dog people! Kristen reminds me of Cesar! Very thoughtful in their approach to care. They have a wonderful safe environment with company and play and a place for calm respite. Kristen got my girl to eat on the first night away! That never happens. Thank you for the all the kind attention and videos! Really hope to pass this way again !”
“Amy and Chris were fantastic watching our dogs, for our puppy it was her first time at boarding so we were nervous parents. They made us feel comfortable and taken care of! Will book again in the future!”
“Our dog, Joule, had a great time at Diana’s! The whole family was extremely accommodating and knowledgeable about how to handle a high energy and attention seeking pup. She got along great with the other dogs and if we are back in the area, this would be our first choice for a rover!”
“We couldn't be happier with the care our dog Jack received while we were away. From the moment we left, we knew he was in great hands. Nicole went above and beyond to make sure Jack was happy, comfortable, and well cared for, keeping us updated and giving us complete peace of mind during our trip. Jack can be particular about his routine, and she took the time to learn his needs and treat him like one of her own. When we returned home, he was relaxed, healthy, and clearly very well loved while we were gone. If you're looking for someone trustworthy, responsible, and genuinely caring to watch your pets, I highly recommend her. We will absolutely be using her services again in the future!”
“Amanda was great with our dogs. She listened carefully to each of their needs and made sure to accommodate particular requests. Amanda was prompt in getting back to us anytime we reached out and sent us occasional photos of the dogs playing or resting. She has a lovely home and large fenced-in backyard where the dogs could run free and get plenty of exercise. We felt at ease knowing our precious pups were kept safe and warm while we were away!”
Over 242 pet parents in Windham have booked dog boarding
Windham dog parents share their Rover experiences
Bob and Debby were amazing! We left our golden Riley with them for our wedding weekend at Windham Manor. I was able to pick Riley up for walks as I pleased and they even brought her to our venue for pictures. I highly recommend using them if you’re in need of a sitter in Windham!
Popular requests near you
Select a filter and find qualifying Windham sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Windham is $65
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windham average 16 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Windham is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windham dog boarding rates can be found as low as $32 to as high as $38 per night.
As of Jun 2026, 50 sitters provided dog boarding in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Windham dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 16 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windham.
Rover makes it easy to find Windham dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 50 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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